Reactions of nitroxides. Part XII [1]. - 2,2,6,6-tetramethyl-l-oxyl-4- piperidyl chloroformate - A new reactive nitroxyl radical. a one-pot synthesis of 2,2,6,6-tetramethyl-1-oxyl-4-piperidyl N,N-dialkyl-carbamates

Zakrzewski J.; Krawczyk M.

首页> 外文期刊>Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences >Reactions of nitroxides. Part XII [1]. - 2,2,6,6-tetramethyl-l-oxyl-4- piperidyl chloroformate - A new reactive nitroxyl radical. a one-pot synthesis of 2,2,6,6-tetramethyl-1-oxyl-4-piperidyl N,N-dialkyl-carbamates

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Reactions of nitroxides. Part XII [1]. - 2,2,6,6-tetramethyl-l-oxyl-4- piperidyl chloroformate - A new reactive nitroxyl radical. a one-pot synthesis of 2,2,6,6-tetramethyl-1-oxyl-4-piperidyl N,N-dialkyl-carbamates

机译：氮氧化物的反应。第十二部分[1]。 -2,2,6,6-四甲基-1-氧基-1-哌啶基氯甲酸酯-一种新的反应性硝酰基自由基。一锅合成2,2,6,6-四甲基-1-氧基-1-哌啶基N，N-二烷基氨基甲酸酯

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The reactive nitroxides 2,2,6,6-tetramethyl-1-oxyl-4-piperidyl chloroformate and 2,2,6,6-tetramethyl-1-oxyl-4-piperidyl chlorothionoformate were synthesized from 2,2,6,6-tetramethyl-4-hydroxypiperidin-1-oxyl and diphosgene (68%) or thiophosgene (61 %), respectively. The reactions of the chloroformate and chlorothionoformate with lower secondary amines lead to 2,2,6,6-tetramethyl-1-oxyl-4-piperidyl A,A-dialkylcarbamates (59-94%) and thionocarbamates (35-65 %), respectively. Unexpectedly, the same 2,2,6,6-tetramethyl-1-oxyl-4-piperidyl A,A-dialkylcarbamates were obtained directly in a one-pot reaction of 2,2,6,6-tetramethyl-4-hydroxypiperidin-1-oxyl with diphosgene and lower tertiary alkylamines by dealkylation in 32-86 % yield. The antifungal activity of the synthesized carbamates and thionocarbamates has been demonstrated.

机译：由2,2,6,6合成反应性氮氧化物2,2,6,6-四甲基-1-氧基-4-哌啶氯甲酸甲酸酯和2,2,6,6-四甲基-1-氧基-4-哌啶氯硫代甲酸酯-四甲基-4-羟基哌啶-1-氧基和双光气（68％）或硫光气（61％）。氯甲酸酯和氯硫代甲酸酯与低级仲胺的反应导致2,2,6,6-四甲基-1-氧基-1-哌啶基A，A-二烷基氨基甲酸酯（59-94％）和硫代氨基甲酸酯（35-65％），分别。出乎意料的是，在2,2,6,6-四甲基-4-羟基哌啶-一锅反应中直接获得了相同的2,2,6,6-四甲基-1-氧基-1-哌啶基A，A-二烷基氨基甲酸酯具有双光气的1-氧基和低级叔烷基胺通过脱烷基反应，收率为32-86％。已证明合成的氨基甲酸酯和硫代氨基甲酸酯的抗真菌活性。

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《Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences》 |2011年第5期|共6页
作者
Zakrzewski J.; Krawczyk M.;
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正文语种 eng
中图分类化学;
关键词
Diphosgene; Nitroxyl radicals; Thiophosgene;

机译：双光气;硝基自由基;硫光气;

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机译：氮氧化物的反应。第十二部分[1]。 -2,2,6,6-四甲基-1-氧基-1-哌啶基氯甲酸酯-一种新的反应性硝酰基自由基。一锅合成2,2,6,6-四甲基-1-氧基-1-哌啶基N，N-二烷基氨基甲酸酯
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Reactions of nitroxides. Part XII [1]. - 2,2,6,6-tetramethyl-l-oxyl-4- piperidyl chloroformate - A new reactive nitroxyl radical. a one-pot synthesis of 2,2,6,6-tetramethyl-1-oxyl-4-piperidyl N,N-dialkyl-carbamates

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